I have been tatooed 5 times, in three places. I got the first at 24, after thinking it over for a year. (I second, or third, or whatever the count is up to, thinking very seriously about this before you make the lifetime commitment.) It is on my lower back, on the left hand side. I went in there expecting oh-my-god excruciating pain (don’t even ask why I did it anyway :)) based on an account my ex-husband had given me of his experience. He had a unicorn on his bicep, blue outline only, about two inches high.
There I was, lying face down in a dentist’s chair. I was gripping the upholstery so hard I put one of my fingernails through it. I was sweating. I was shaking. This, of course, was all before they started. I was remembering my ex’s accounts of having endured the intense pain, heroically. When the needle finally did hit my skin, I looked at the artist in the mirror and said, “That’s it?”
Now, it did hurt. But not much. Not enough to brag about. (My ex is a wuss.) Not enough to prevent me from doing it again.
In my experience: The first, outside lower back, only really hurt on the retouching - where they went back over the areas that didn’t get enough ink the first time. It is solid black. The outliner stung, the shader just felt like an electric razor pressing really hard.
The second added to that one and kind of goes around it. Whenever they got really close to the spine, it hurt more.
The third is on the back of my shoulder. Again, outlining stung a little, shading did not hurt, except retouching, which stung less than outlining. The fourth added to that one.
The fifth hurt like hell. I think there are two reasons for this. One, it’s around my wrist. Far less muscle tissue. As BratMan said, the underside of the wrist is very sensitive, and thus very painful. Second, I think the fact that I could actually see what they were doing, not the case for any of the previous ones, made it worse. I could see the needles, and I could see the blood. I’m not squeamish, but I think it was a heightened awareness of what they were doing. And with me there was quite a lot of bleeding.
Hope this helps…
And by the way, the only regret I have is that the person who did my second was not skillful enough to portray what I was going for. Make sure your artist is good at what he/she does. Look at examples (photos) of past work, not just drawings. And definitely bring a picture of what you want if you can.